117947-77-0

Basic information

• Product Name: [1,1'-biphenyl]-4-yl diethylcarbamate
• Synonyms: [1,1'-biphenyl]-4-yl diethylcarbamate
• CAS NO: 117947-77-0
• Molecular Formula: C₁₇H₁₉NO₂
• Molecular Weight: 269.33826
• Mol File: 117947-77-0.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [1,1'-biphenyl]-4-yl diethylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: [1,1'-biphenyl]-4-yl diethylcarbamate(117947-77-0)
• EPA Substance Registry System: [1,1'-biphenyl]-4-yl diethylcarbamate(117947-77-0)

Safety Data

• Hazardous Substances Data: 117947-77-0(Hazardous Substances Data)

Upstream product

• 92-69-3 4-Phenylphenol 
• 88-10-8 N,N-diethylcarbamyl chloride 
• 124-38-9 carbon dioxide 
• 5122-94-1 4-biphenylboronic acid 
• 109-89-7 diethylamine 

Downstream Products

• 1245824-49-0 4-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl N,N-diethylcarbamate 
• 92-94-4 [1,1';4',1'']terphenyl 
• 144432-80-4 2-(biphenyl-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 92-69-3 4-Phenylphenol 

Relevant articles and documents

Development and Mechanistic Studies of Iron-Catalyzed Construction of Csp2-B Bonds via C-O Bond Activation

Herein we describe an iron-catalyzed borylation of alkenyl and aryl carbamates through the activation of a C-O bond. This protocol exhibits high efficiency, a broad substrate scope, and the late-stage borylation of biorelevant compounds, thus providing potential applications in medicinal chemistry. Moreover, this method enables orthogonal transformations of phenol derivatives and also offers good opportunities for the synthesis of multisubstituted arenes. Preliminary mechanistic studies suggest that a FeII/FeIII catalytic cycle via a radical pathway might be involved in the reaction.

A copper-catalyzed oxidative coupling reaction of arylboronic acids, amines and carbon dioxide using molecular oxygen as the oxidant

A Cu-catalyzed oxidative coupling reaction of arylboronic acids, amines and carbon dioxide is described for the first time in this paper. The reaction tolerates a wide range of functional groups, providing a convenient protocol for the synthesis of various O-aryl carbamates. The successful development of the transformation was enabled by the use of BF3·OEt2 as the promoter and molecular oxygen as the oxidant. Mechanistic studies suggested that the CuII carbamato complex is involved in the catalytic transformation.

Beyond directed ortho metalation: Ru-catalyzed CAr-O activation/cross-coupling reaction by amide chelation

Disclosed is a new, catalytic, and general methodology for the chemical synthesis of biaryl, heterobiaryl, and polyaryl molecules by the cross-coupling of o-methoxybenzamides with aryl boroneopentylates. The reaction is based on the activation of the unreactive C-OMe bond by the proximate amide directing group using catalytic RuH2(CO)(PPh3)3 conditions. A one-step, base-free coupling process is thereby established that has the potential to supersede the useful two-step directed ortho metalation/cross- coupling reaction involving cryogenic temperature and strong base conditions. High regioselectivity, orthogonality with the Suzuki-Miyaura reaction, operational simplicity, minimum waste, and convenient scale-up make these reactions suitable for industrial applications.